Imidazole → N-[8-(4-cyanonaphthalen-1-yl)-8-azabicyclo[3.2.1]oct-3-yl]-3-(1H-imidazol-1-yl)propanamide hydrochloride

Participants

Reaction Steps

165RL50 (61 mg, 0.17 mmol), imidazole (53 mg, 0.83 mmol), sodium iodide (10 mg, 0.07 mmol) and dichloromethane (6 mL) were shaken in a vial at 80° C. for 2 days. The reaction mixture was diluted with ethyl acetate (15 mL) and washed with water (2×10 mL). The organic solution was dried over sodium sulfate, filtered and evaporated. The residue was purified by column chromatography using a stepwise gradient of 10-100% methanol in ethyl acetate to give the title compound (32 mg, 47%).

Provenance & Evidence